Reaktion #461286

Reaktionsgleichung

6-amino-1-benzyl-4-methylhexahydro-1H-1,4-diazepine

1H-indazole-3-carboxylic acid

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

title compound

Ausbeute 54.3%

N-(1-benzyl-4-methylhexahydro-1H-1,4-diazepin-6-yl)-1H-indazole-3-carboxamide

Ausbeute 54.3%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe reaction mixture is washed successively with water and 10% aqueous sodium hydroxide solution
2. 2
   Trocknendried over magnesium sulfate
3. 3
   SonstigeThe solvent is evaporated under reduced pressure
4. 4
   Sonstigethe residue is chromatographed on silica gel with elution of acetone
5. 5
   workup.ADDITIONFractions containing the title compound
6. 6
   Sonstigeevaporated under reduced pressure

Vorschrift

To a solution of 6-amino-1-benzyl-4-methylhexahydro-1H-1,4-diazepine (1.0 g) in dichloromethane (20 ml), 1H-indazole-3-carboxylic acid (740 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (877 mg) are added, and the resulting mixture is stirred at 25° C. for 2 hours. The reaction mixture is washed successively with water and 10% aqueous sodium hydroxide solution, and dried over magnesium sulfate. The solvent is evaporated under reduced pressure, and the residue is chromatographed on silica gel with elution of acetone. Fractions containing the title compound are pooled and evaporated under reduced pressure to give the title compound (0.9 g) as an oil. The free base thus obtained is converted to the hemifumarate of the title compound in a usual manner, m.p. 192°-194° C. (recrystallized from ethanol).

Quelle